Cuellar said St. Augustine could possibly play host to other big name artists and bands. The company he works for 'AC Entertainment' has put on big concerts across the county.

Through this experience, Mumford and Sons, Cuellar said his team has fallen in love with St. Augustine. "It's everything. It's beautiful. The history, the people, the character. It's a place we want to do business. I'm not just saying that."

Before other concerts are booked, a lot of things have to go right this weekend with the concerts featuring Mumford and Sons.

If more concerts are booked in St. Augustine, Cuellar says the city government and the people of St. Augustine will have to want more concerts.

"There has to be a buy in from everybody," he said.

St. Augustine City Manager John Regan certainly supports events like the Gentlemen of the Road Tour. Thursday, he went door-to-door encouraging businesses to roll out the welcome mat for Gentlemen of the Road.